Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium.
Molecular Imaging and Photonics, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium.
J Org Chem. 2021 Oct 1;86(19):13774-13782. doi: 10.1021/acs.joc.1c01459. Epub 2021 Sep 13.
Water-soluble BOPAHY fluorophores have not yet been reported. The potential of 1,2,3-triazolium salts for the formation of water-soluble chromophores is explored. 1,2,3-Triazole-substituted pyrroles were synthesized in a metal-free pathway and alkylated to obtain water-soluble 1,2,3-triazolium BOPAHY dyes. High fluorescence quantum yields were observed for triazole-bridged BOPAHY dyes in DCM and moderate fluorescence quantum yields for 1,2,3-triazolium-bridged BOPAHY chromophores in DCM and water. The fluorescence of the freely rotatable 1,2,3-triazolium-linked BOPAHYs is partially quenched in water.
尚未报道水溶性 BOPAHY 荧光团。本研究探索了 1,2,3-三唑盐形成水溶性生色团的潜力。通过无金属途径合成了 1,2,3-三唑取代的吡咯，并对其进行烷基化得到了水溶性 1,2,3-三唑 BOPAHY 染料。在 DCM 中，三唑桥联 BOPAHY 染料表现出高荧光量子产率，在 DCM 和水中，1,2,3-三唑桥联 BOPAHY 生色团表现出中等荧光量子产率。在水中，自由旋转的 1,2,3-三唑键合的 BOPAHY 的荧光部分猝灭。
